Watch the Bucs and Bears game...I'm sure you can find a bar in the airport that's showing it. Those Bears fans are such goobs.
Be sure to rub it in when the Bucs kick their asses and tell them that it's compliments of your boy Rob.
Either that or get the fuck out of the airport and check out the city. There are tons of fun things to do there. Go to the Shedd Aquarium and see if Grogan is there with some of his Match.com dates.